Dog Friendly Cottages With Enclosed Garden

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  • A living room with a blue sofa and television at Saddlers Cottage in Weymouth
    17
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.6★

      Outstanding

    • Dream Cottages rating

    A well-positioned, two-bedroom home resting in Weymouth, Dorset. (Ref. 1132007)

    • Wi-fi
    • Dishwasher
    • Washing machine
    • Baby-friendly

    7 nights from $599

    Secure your holiday with a 30% deposit* Book now
  • A living room with sofas a coffee table a fireplace a television and wall art at Victorian Town House in Weymouth
    36
    Weymouth, Dorset
    • Sleeps8
    • Bedrooms5
    • PetsYes

      4.9★

      Outstanding

    • Dream Cottages rating

    Victorian Town House is a large, coastal property resting in the seaside town of Weymouth, Dorset. (Ref. 1035186)

    • Wi-fi
    • Off-road parking
    • Dishwasher
    • Washing machine

    7 nights from $995

    Secure your holiday with a 30% deposit* Book now
  • A brick semi detached house with a driveway garage and stairs leading to a gate at Dotties Retreat in Weymouth
    46
    Weymouth, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes

      3.8★

      Good

    • Dream Cottages rating

    Dotties Retreat, a lovely, three-storey abode located in the seaside town of Weymouth, Dorset. (Ref. 1157026)

    • Wi-fi
    • Off-road parking
    • Dishwasher
    • Washing machine

    7 nights from $981

    Secure your holiday with a 30% deposit* Book now
  • The entrance door to a brick house named The Mill House with flowers and plants on either side at Mill House in Maiden Newton
    50
    Maiden Newton, Dorset
    • Sleeps12
    • Bedrooms6
    • PetsYes

      3.7★

      Good

    • Dream Cottages rating

    Stunning Grade II listed house, located in the Maiden Newton area of Dorchester. (Ref. 990015)

    • Wi-fi
    • Off-road parking
    • Dishwasher
    • Washing machine
    • Baby-friendly
    • Games room

    7 nights from $1547

    Secure your holiday with a 30% deposit* Book now
  • A row of colorful waterfront houses with docks in front at The Boat House in Weymouth
    38
    Weymouth, Dorset
    • Sleeps10
    • Bedrooms5
    • PetsYes

      4.0★

      Good

    • Dream Cottages rating

    A superb, Grade II listed house set on the harbour side in Weymouth. (Ref. 1005020)

    • Wi-fi
    • Ground floor bedroom
    • Dishwasher
    • Washing machine

    7 nights from $1906

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  • An outside view of a brick building with a wooden window and a black door with a wall light at Coldharbour Farm Bungalow Annexe in Coldharbour near Wareham
    23
    Coldharbour near Wareham, Dorset
    • Sleeps2
    • Bedrooms1
    • PetsYes

      4.0★

      Good

    • Dream Cottages rating

    Coldharbour Farm Bungalow Annexe is a bright, converted stable-block tack room resting near the town of Wareham in Dorset with an enclosed garden. (Ref. 1152566)

    • Off-road parking
    • Ground floor bedroom

    7 nights from $479

    Secure your holiday with a 30% deposit* Book now
  • A stone exterior wall with a white entrance door and two small plant pots at Poppy Cottage in Beaminster
    29
    Beaminster, Dorset
    • Sleeps7
    • Bedrooms4
    • PetsYes

      4.0★

      Good

    • Dream Cottages rating

    Poppy Cottage, a pleasantly-presented holiday accommodation in the charming town of Beaminster, Dorset. (Ref. 1138190)

    • Wi-fi
    • Off-road parking
    • Dishwasher
    • Washing machine
    • Baby-friendly

    7 nights from $972

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  • A street view of two adjacent buildings with doors numbered 1 and 2 and a street lamp at Flat 1 - Sandbanks in Bournemouth
    25
    Bournemouth, Dorset
    • Sleeps4
    • Bedrooms1
    • PetsYes

    • Dream Cottages rating

    Flats 1 is a delightful lower-ground-floor apartment resting in the city of Bournemouth in Dorset. (Ref. 1157986)

    • Wi-fi
    • Ground floor bedroom
    • Dishwasher
    • Washing machine
    • Baby-friendly

    7 nights from $524

    Secure your holiday with a 30% deposit* Book now
  • A backyard with a hot tub, a table with chairs, an umbrella, grass, trees, and a wooden fence at Cliffwalk Cottage in Southwell
    26
    Southwell, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.2★

      Good

    • Dream Cottages rating

    This contemporary holiday home rests in Portland, Dorset. (Ref. 1122555)

    • Wi-fi
    • Hot Tub
    • Dishwasher
    • Washing machine

    7 nights from $601

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  • A living room with a grey sofa pillows an armchair a fireplace with a fire a wall mounted TV a bookshelf and stairs leading to another floor at Old Ropemakers Cottage in Bridport
    Property has offers
    37
    Bridport, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      3.8★

      Good

    • Dream Cottages rating

    Old Ropemakers Cottage is a characterful cottage with woodburning stove situated near the beach in the town of Bridport, Dorset and a pet friendly policy. (Ref. 1155307)

    • Wi-fi
    • Washing machine

    • 5% off - Fri 31st Oct to 19th Dec 2025

    7 nights from $692

    Secure your holiday with a 30% deposit* Book now
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